Product Name

  • Name

    PHT-ILE-OH

  • EINECS
  • CAS No. 29588-88-3
  • Article Data17
  • CAS DataBase
  • Density 1.311
  • Solubility
  • Melting Point 123-125℃
  • Formula C14H15NO4
  • Boiling Point
  • Molecular Weight 261.277
  • Flash Point
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 29588-88-3 (PHT-ILE-OH)
  • Hazard Symbols
  • Synonyms N-Phthaloyl-L-isoleucine;PHTHALYL-L-ISOLEUCINE;N-phthalimide l-isoleucine;PHTHALOYL-L-ISOLEUCINE;Pht-i-LeuOH;Pht-lle-OH;
  • PSA 74.68000
  • LogP 1.71980

Synthetic route

phthalic anhydride
85-44-9

phthalic anhydride

L-isoleucine
73-32-5

L-isoleucine

N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

Conditions
ConditionsYield
at 135℃;100%
at 140℃; for 0.166667h;99%
With triethylamine Inert atmosphere;98%
benzyl (2S,3S)-3-methyl-2-phthalimido-pentanoate
42406-41-7

benzyl (2S,3S)-3-methyl-2-phthalimido-pentanoate

N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol99%
L-isoleucine hydrochloride
17694-98-3

L-isoleucine hydrochloride

methyl 2-((succinimidooxyl)carbonyl)benzoate
438470-19-0

methyl 2-((succinimidooxyl)carbonyl)benzoate

N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 4h;81%
L-isoleucine
73-32-5

L-isoleucine

N-ethoxycarbonylphthalimide
22509-74-6

N-ethoxycarbonylphthalimide

N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

Conditions
ConditionsYield
With sodium carbonate In water40%
Stage #1: L-isoleucine; N-ethoxycarbonylphthalimide With sodium carbonate In water at 20℃; for 3h;
Stage #2: With hydrogenchloride In water at 0℃; pH=1-2;
With sodium carbonate In water at 20℃; for 5h;
Monomethyl phthalate
4376-18-5

Monomethyl phthalate

diethyl-<β chloride ethyl>-amine

diethyl-<β chloride ethyl>-amine

N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / DCC / 1,2-dimethoxy-ethane / 6 h / 0 °C
2: 81 percent / aq. K2CO3 / acetonitrile / 4 h / 20 °C
View Scheme
Monomethyl phthalate
4376-18-5

Monomethyl phthalate

alkali

alkali

N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) thionyl chloride, DMF, 3.) triethylamine / 1.) reflux, 1 h, 2.) benzene, 3.) THF, 0 deg C, 2 h
2: 99 percent / H2 / 10percent Pd/C / ethanol
View Scheme
Multi-step reaction with 3 steps
1: 1.) thionyl chloride, DMF, 3.) triethylamine / 1.) reflux, 1 h, 2.) benzene, 3.) THF, 0 deg C, 2 h
2: 88 percent / Bu4NBr, 5percent NaOH / CH2Cl2; H2O / 1.17 h
3: 99 percent / H2 / 10percent Pd/C / ethanol
View Scheme
benzyl (2S,3S)-N-<2-(methoxycarbonyl)-benzoyl>-2-amino-3-methyl-pentanoate
157919-58-9

benzyl (2S,3S)-N-<2-(methoxycarbonyl)-benzoyl>-2-amino-3-methyl-pentanoate

N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 88 percent / Bu4NBr, 5percent NaOH / CH2Cl2; H2O / 1.17 h
2: 99 percent / H2 / 10percent Pd/C / ethanol
View Scheme
methanol
67-56-1

methanol

N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

(2S,3S)-N-phthaloylisoleucine methyl ester
137649-35-5

(2S,3S)-N-phthaloylisoleucine methyl ester

Conditions
ConditionsYield
With hydrogenchloride at 10℃; for 4h;99%
With hydrogenchloride at 10℃;98%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

(2S,3S)-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanoyl chloride
126926-31-6

(2S,3S)-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanoyl chloride

Conditions
ConditionsYield
With thionyl chloride for 1h; Ambient temperature;94%
With thionyl chloride In dichloromethane for 5h; Heating;88%
With thionyl chloride In toluene Reflux; Schlenk technique;
rhodium(II) acetate dimer

rhodium(II) acetate dimer

N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

ethyl acetate
141-78-6

ethyl acetate

tetrakis[N-phthaloyl-(S)-iso-leucinate]bis(ethyl acetate)

tetrakis[N-phthaloyl-(S)-iso-leucinate]bis(ethyl acetate)

Conditions
ConditionsYield
Stage #1: rhodium(II) acetate dimer; N-phthaloyl-L-isoleucine In chlorobenzene for 3h; Inert atmosphere; Reflux;
Stage #2: ethyl acetate In hexane Inert atmosphere;
83%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

1-(4-tert-butylbenzyl)piperazine
956-61-6

1-(4-tert-butylbenzyl)piperazine

2-((2S,3S)-1-(4-(4-(tert-butyl)benzyl)piperazin-1-yl)-3-methyl-1-oxopentan-2-yl) isoindoline-1,3-dione

2-((2S,3S)-1-(4-(4-(tert-butyl)benzyl)piperazin-1-yl)-3-methyl-1-oxopentan-2-yl) isoindoline-1,3-dione

Conditions
ConditionsYield
Stage #1: N-phthaloyl-L-isoleucine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 0.25h;
Stage #2: With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h;
Stage #3: 1-(4-tert-butylbenzyl)piperazine In dichloromethane at 20℃; for 24h;
80%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

C16H30N2OSi

C16H30N2OSi

C30H43N3O4Si

C30H43N3O4Si

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;79%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

diphenyl diselenide
1666-13-3

diphenyl diselenide

2,2'-dipyridyl disulfide bis-N-oxide
3696-28-4

2,2'-dipyridyl disulfide bis-N-oxide

(1SR,2S)-2-methyl-1-phenylseleno-1-phthalimido-butane

(1SR,2S)-2-methyl-1-phenylseleno-1-phthalimido-butane

Conditions
ConditionsYield
With tributylphosphine In tetrahydrofuran at 16℃; for 0.0833333h; Irradiation;78%
2-aminoethylpyridine
42088-91-5

2-aminoethylpyridine

N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

C21H23N3O3

C21H23N3O3

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;73%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

ethanol
64-17-5

ethanol

ethyl 2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanoate
1423187-78-3

ethyl 2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanoate

Conditions
ConditionsYield
With sulfuric acid at 60℃; for 4h;72.46%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

2-(pyridin-2-yl)isopropyl amine
52568-28-2

2-(pyridin-2-yl)isopropyl amine

C22H25N3O3

C22H25N3O3

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;71%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

1-(4-bromobenzyl)piperazine
91345-62-9

1-(4-bromobenzyl)piperazine

2-((2S,3S)-1-(4-(4-bromobenzyl)piperazin-1-yl)-3-methyl-1-oxopentan-2-yl)isoindoline-1,3-dione

2-((2S,3S)-1-(4-(4-bromobenzyl)piperazin-1-yl)-3-methyl-1-oxopentan-2-yl)isoindoline-1,3-dione

Conditions
ConditionsYield
Stage #1: N-phthaloyl-L-isoleucine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 0.25h;
Stage #2: With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h;
Stage #3: 1-(4-bromobenzyl)piperazine In dichloromethane at 20℃; for 24h;
69%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

1-(4-fluorophenylmethyl)piperazine
70931-28-1

1-(4-fluorophenylmethyl)piperazine

2-((2S,3S)-1-(4-(4-fluorobenzyl)piperazin-1-yl)-3-methyl-1-oxopentan-2-yl)isoindoline-1,3-dione

2-((2S,3S)-1-(4-(4-fluorobenzyl)piperazin-1-yl)-3-methyl-1-oxopentan-2-yl)isoindoline-1,3-dione

Conditions
ConditionsYield
Stage #1: N-phthaloyl-L-isoleucine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 0.25h;
Stage #2: With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h;
Stage #3: 1-(4-fluorophenylmethyl)piperazine In dichloromethane at 20℃; for 24h;
69%
4-(phenethyl)piperazine
5321-49-3

4-(phenethyl)piperazine

N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

2-((2S,3S)-3-methyl-1-oxo-1-(4-phenethylpiperazin-1-yl)pentan-2-yl)isoindoline-1,3-dione

2-((2S,3S)-3-methyl-1-oxo-1-(4-phenethylpiperazin-1-yl)pentan-2-yl)isoindoline-1,3-dione

Conditions
ConditionsYield
Stage #1: N-phthaloyl-L-isoleucine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 0.25h;
Stage #2: With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h;
Stage #3: 4-(phenethyl)piperazine In dichloromethane at 20℃; for 24h;
67%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

C20H21N3O3

C20H21N3O3

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;60%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

1-(4-trifluoromethylbenzyl)piperazine
107890-32-4

1-(4-trifluoromethylbenzyl)piperazine

2-((2S,3S)-3-methyl-1-oxo-1-(4-(4-(trifluoromethyl)benzyl)piperazin-1-yl)pentan-2-yl)isoindoline-1,3-dione

2-((2S,3S)-3-methyl-1-oxo-1-(4-(4-(trifluoromethyl)benzyl)piperazin-1-yl)pentan-2-yl)isoindoline-1,3-dione

Conditions
ConditionsYield
Stage #1: N-phthaloyl-L-isoleucine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 0.25h;
Stage #2: With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h;
Stage #3: 1-(4-trifluoromethylbenzyl)piperazine In dichloromethane at 20℃; for 24h;
59%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

(2S,3S)-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanamide
329686-65-9

(2S,3S)-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanamide

Conditions
ConditionsYield
With 1H-imidazole In tetrahydrofuran at 60℃; for 4h;56.39%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

(Z)-N'-(4-chlorobenzylidene)-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanehydrazide
1637438-74-4

(Z)-N'-(4-chlorobenzylidene)-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanehydrazide

Conditions
ConditionsYield
In ethanol for 4h; Reflux;55.54%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

3,4-dichlorobenzaldehyde
6287-38-3

3,4-dichlorobenzaldehyde

C21H19Cl2N3O3

C21H19Cl2N3O3

Conditions
ConditionsYield
In ethanol for 4h; Reflux;50.02%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

(Z)-2-(1,3-dioxoisoindolin-2-yl)-N'-(4-methoxybenzylidene)-3-methylpentanehydrazide
1637437-24-1

(Z)-2-(1,3-dioxoisoindolin-2-yl)-N'-(4-methoxybenzylidene)-3-methylpentanehydrazide

Conditions
ConditionsYield
In ethanol for 4h; Reflux;48.75%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

benzaldehyde
100-52-7

benzaldehyde

(Z)-N'-benzylidene-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanehydrazide

(Z)-N'-benzylidene-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanehydrazide

Conditions
ConditionsYield
In ethanol for 4h; Reflux;42.84%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

hydrogen ethyl malonate
1071-46-1

hydrogen ethyl malonate

ethyl (5S)-5-methyl-3-oxo-4-phthalimidoheptanoate

ethyl (5S)-5-methyl-3-oxo-4-phthalimidoheptanoate

Conditions
ConditionsYield
Stage #1: N-phthaloyl-L-isoleucine With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;
Stage #2: hydrogen ethyl malonate With triethylamine; magnesium chloride In tetrahydrofuran at 0 - 20℃; for 4.5h; Inert atmosphere;
14%
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

isobutyl chloroformate
543-27-1

isobutyl chloroformate

C19H23NO6

C19H23NO6

Conditions
ConditionsYield
With 4-methyl-morpholine In tetrahydrofuran at -20℃; for 0.166667h;
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

Ethyl 3-sec-butyl-2,5-dioxo-2,3-dihydro-5H-pyrrolo<1,2-a>isoindole-1-carboxylate

Ethyl 3-sec-butyl-2,5-dioxo-2,3-dihydro-5H-pyrrolo<1,2-a>isoindole-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / SOCl2 / 1 h / Ambient temperature
2: 76 percent / tetrahydrofuran / 4 h / Heating
3: 0 h / 500 °C / 0 - 0.01 Torr
View Scheme
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

(4S,5S)-4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-methyl-3-oxo-2-(triphenyl-λ5-phosphanylidene)-heptanoic acid ethyl ester
175913-71-0

(4S,5S)-4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-methyl-3-oxo-2-(triphenyl-λ5-phosphanylidene)-heptanoic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / SOCl2 / 1 h / Ambient temperature
2: 76 percent / tetrahydrofuran / 4 h / Heating
View Scheme
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

(2S,3S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-methyl-pentanoic acid 2-thioxo-2H-pyridin-1-yl ester
157919-38-5

(2S,3S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-methyl-pentanoic acid 2-thioxo-2H-pyridin-1-yl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NMM / tetrahydrofuran / 0.17 h / -20 °C
2: Et3N, DMAP / tetrahydrofuran / 0.5 h
View Scheme
N-phthaloyl-L-isoleucine
29588-88-3

N-phthaloyl-L-isoleucine

(1SR,2S)-1-deutero-2-methyl-1-phthalimido-butane

(1SR,2S)-1-deutero-2-methyl-1-phthalimido-butane

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: NMM / tetrahydrofuran / 0.17 h / -20 °C
2: Et3N, DMAP / tetrahydrofuran / 0.5 h
3: 34 percent / tetrahydrofuran / 0.08 h / 16 °C / Irradiation
4: 79 percent / Bu3SnD, AIBN / benzene / 2 h / 80 °C
View Scheme

Phthaloyl-L-isoleucine Chemical Properties

Molecular Structure of Phthaloyl-L-isoleucine (CAS NO.29588-88-3):

Product Name: Phthaloyl-L-isoleucine
Empirical Formula: C14H15NO4
Molecular Weight: 261.27
CAS: 29588-88-3
Storage temp: Store at 0°C

Phthaloyl-L-isoleucine Specification

  Phthaloyl-L-isoleucine , with CAS number of 29588-88-3, can be called Pht-Ile-OH ; Phthalyl-L-Isoleucine .

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